In the original Spider-Man trilogy, Harry Osborn was a part of Peter Parker's life right away, although that aspect changed in 2012's The Amazing Spider-Man reboot, where Peter (Andrew Garfield) is essentially a loner before connecting with Gwen Stacy (Emma Stone). In this summer's sequel The Amazing Spider-Man 2, Dane DeHaan plays Harry, who was childhood friends with Peter before they went to different high schools. Here's what Dane DeHaan had to say about Harry and Peter's relationship in the sequel, and how he must balance that friendship with his duties at OsCorp.
"When you first meet Harry he's just graduated from high school, and he has to come back to New York to help deal with Oscorp, and its legacy, and his father [Norman Osborn, played by Chris Cooper]. He also sees Peter Parker for the first time in a long time; they were childhood friends. So it's really about Harry having a friendship with Peter and an allegiance to Peter, but also being the heir apparent to Oscorp, and having to deal with that. It's becoming very obvious that all of these villains are originating from within Oscorp, in one way or the other. There are things that Harry feels he owes Peter, and things he needs from Peter, there are things he feels he needs from Spider-Man, and then there's his responsibility to Oscorp. It's a very complicated storyline, really cool and dynamic."
While it isn't exactly clear why they were childhood friends before being separated, the actor also talked about how Harry wants to rekindle their friendship.
"Yeah, and it's a friendship that... I mean, they haven't been friends for such a long time, but they definitely both feel like they used to be best friends, and ideally they would love to rekindle that friendship."
Of course, we know that Harry turns into Goblin at some point in the sequel, which will surely complicate this relationship even more.